Chemoenzymatic Synthesis of Uridine 5′-Diphospho-2-acetonyl-2-deoxy-α-D-glucose as C2-Carbon Isostere of UDP-GlcNAc

被引：13

作者：

Cai, Li ^{[1
,2
]}

Guan, Wanyi ^{[1
,2
,3
,4
]}

Chen, Wenlan ^{[1
,2
]}

Wang, Peng George ^{[1
,2
]}

机构：

[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA

[2] Ohio State Univ, Dept Biochem, Columbus, OH 43210 USA

[3] Shandong Univ, Natl Glycoengn Res Ctr, Jinan 250100, Shandong, Peoples R China

[4] Shandong Univ, State Key Lab Microbial Technol, Jinan 250100, Shandong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 10期

关键词：

N-ACETYLHEXOSAMINE; 1-KINASE; SUBSTRATE-SPECIFICITY; ROUTE; PEPTIDOGLYCAN; PATHWAY; ANALOGS; KINASE;

D O I：

10.1021/jo100385p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-ketoGlc, which is the C-2-carbon isostere of GlcNAc, is a novel GlcNAc analogue with a ketone group. The corresponding glycosyltransferase donor substrate. UDP-2-ketoGlc, is necessary for synthesizing 2-ketoGlc-containing molecules and is thus highly important for metabolic polysaccharide remodeling and engineering. We report here the first chemoenzymatic synthesis of UDP-2-ketoGlc using our two-enzyme (NahK and GlmU) system in vitro.

引用

页码：3492 / 3494

页数：3

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